KR900004740A - Macrocyclic Compounds and Processes for Preparing the Macrocyclic Compounds - Google Patents

Abstract

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Description

Macrocyclic Compounds and Methods for Preparing the Macrocyclic Compounds

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Claims (17)

Macrocyclic compounds of the general formula (I) Wherein X is hydrogen or methyl, Y is hydrogen, -CHO, -COCH ₃ , -COCH ₂ OCH ₃ , -COCH ₂ NH ₂ , benzyl, methyl or silyl protecting group, and ABC is a C ₃ -chain member ego, R ₁ , R ₂ and R ₃ are independently of each other hydrogen, methyl, -CHO, -COCH ₃ , -COCH ₂ OCH ₃ , -COCH ₂ NH ₂ , or a silylprotecting group, and R ₄ and R ₅ are hydrogen, halogen or -COO (C ₁ -C ₃₎ alkyl. The compound of claim 1, wherein Y is hydrogen, —CHO, —COCH ₃ , benzyl, methyl, or a siliprotecting group; And R ₁ , R ₂ and R ₃ independently of one another are hydrogen, methyl, -CHO, -COCH ₃ or a silylprotecting group; A compound of formula (I) wherein X, R ₄ and R ₅ are as defined above. The method of claim 1 wherein ABC is And R ₁ and R ₂ are independently of each other hydrogen, methyl, —CHO, —COCH ₃ , —COCH ₂ OCH ₃ , or —COCH ₂ NH ₂ , wherein X and Y are as defined above Of compounds. The compound of formula (I) according to claim 3, wherein X is hydrogen. The method of claim 1 wherein ABC is And X is hydrogen and Y, R ₁ and R ₂ are independently of each other hydrogen, methyl, —CHO, —COCH ₃ , or a silylprotecting group. The compound of formula (I) according to claim 5, wherein Y is hydrogen, methyl, -CHO, -COCH ₃ or a silylprotecting group, and R ₁ and R ₂ are the same and are hydrogen, methyl or formyl. The method according to claim 2, wherein the 9.10-epoxy-sorphene A, 9,10-dihydroxy-sorphene A, 5,9,10-triformyl-sorpene A, 5,9,10-triacetyl-sora Pen A, a compound selected from 9,10-epoxy-sorafen A 5-acetate. The compound of claim 1, wherein 5-methoxy-9,10-epoxy-sorphene A, 5-methoxy-9,10-dihydroxy-sorphene A, 5,9,10-trimethoxy-sorphene A, 9,10-Epoxy-Sorafen A 5-formate, 9,10-bis (methoxyacetoxy) -Sorafen A 5-methoxyacetate and 9,10-bis (aminoacetoxy) -Sorafen A 5-Aminoacetate selected from compounds. Optionally and in any order: a) Carbene addition at the 9,10-position, selenium dioxide, osmium tetraoxide oxidation or epoxidation, and / or as necessary, with the epoxide ring formed open or unopened B) methylation of the 3-OH group and / or if necessary c) formylation, acetylation, methionization of the 5-OH group and / or the newly formed 8-, 9- or 10-position OH group if necessary. A process for preparing the compound of formula (I) according to claim 1 from sorafen A of the following general formula characterized by oxyacetylation, aminoacetylation, methylation, benzylation or silylation: 10. The process according to claim 9, wherein formylation, acetylation, methylation, benzylation or silylation of the 5-OH group is carried out in reaction step c). A medicament for controlling and preventing plant diseases, comprising as an at least one active compound a compound of formula (I) as claimed in claim 1 together with a suitable carrier material. 12. A medicament according to claim 11, which contains as an active compound the compound of claim 2 or 7. A medicament according to claim 11, which contains as an active compound one of the compounds of claims 3 to 6 or the compound of claim 8. Use of a compound of formula (I) according to claim 1 for controlling plant disease or preventing disease infection. 15. Use of a compound according to claim 14 in accordance with claim 2. A method for controlling or preventing a plant disease, wherein the compound of formula (I) of claim 1 is administered to a plant, part of a plant or plantation thereof. The method of controlling or preventing plant diseases according to claim 16, wherein the compound of claim 2 is administered. ※ Note: The disclosure is based on the initial application.